SU1310384A1 - Способ получени метакриловой кислоты - Google Patents

Способ получени метакриловой кислоты Download PDF

Info

Publication number: SU1310384A1
Authority: SU; USSR - Soviet Union
Prior art keywords: methacrylic acid; catalyst; methylacrolein; reaction mixture; selectivity
Prior art date: 1976-02-20

Application number

SU762325546A

Other languages

English (en)

Russian (ru)

Inventor

Эрна Альбертовна Блюмберг

Геннадий Федорович Вытнов

Олег Владимирович Исаев

Олег Владимирович Крылов

Сергей Алексеевич Маслов

Лия Яковлевна Марголис

Александр Петрович Синеоков

Евгений Сергеевич Смирнов

Левон Агасиевич Тавадян

Николай Маркович Эмануэль

Капитолина Ивановна Гробова

Валентина Викторовна Крылова

Original Assignee

Институт Химической Физики Ан Ссср

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1976-02-20

Filing date

1976-02-20

Publication date

1987-05-15

1976-02-20 Application filed by Институт Химической Физики Ан Ссср filed Critical Институт Химической Физики Ан Ссср

1976-02-20 Priority to SU762325546A priority Critical patent/SU1310384A1/ru

1977-02-16 Priority to DE2706583A priority patent/DE2706583C3/de

1977-02-16 Priority to US05/769,117 priority patent/US4127603A/en

1977-02-21 Priority to JP1858477A priority patent/JPS52116411A/ja

1977-02-21 Priority to FR7704931A priority patent/FR2341552A1/fr

1987-05-15 Application granted granted Critical

1987-05-15 Publication of SU1310384A1 publication Critical patent/SU1310384A1/ru

Links

238000004519 manufacturing process Methods 0.000 title claims description 6
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 title abstract description 22
238000000034 method Methods 0.000 claims abstract description 27
230000003647 oxidation Effects 0.000 claims abstract description 15
238000007254 oxidation reaction Methods 0.000 claims abstract description 15
239000011541 reaction mixture Substances 0.000 claims abstract description 6
239000002638 heterogeneous catalyst Substances 0.000 claims abstract description 5
238000006116 polymerization reaction Methods 0.000 claims abstract description 5
230000015572 biosynthetic process Effects 0.000 claims abstract description 4
239000007791 liquid phase Substances 0.000 claims abstract description 4
239000003112 inhibitor Substances 0.000 claims abstract description 3
150000004767 nitrides Chemical class 0.000 claims abstract description 3
239000003960 organic solvent Substances 0.000 claims abstract description 3
239000003054 catalyst Substances 0.000 claims description 13
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 6
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
HGINCPLSRVDWNT-UHFFFAOYSA-N acrylaldehyde Natural products C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims description 4
239000012071 phase Substances 0.000 claims description 4
239000010936 titanium Substances 0.000 claims description 4
229910052719 titanium Inorganic materials 0.000 claims description 4
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 3
QPJMZUYYHWNDIX-UHFFFAOYSA-N [Co][Fe][Bi][Mo] Chemical compound [Co][Fe][Bi][Mo] QPJMZUYYHWNDIX-UHFFFAOYSA-N 0.000 claims description 3
229910052735 hafnium Inorganic materials 0.000 claims description 3
VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 3
229910052758 niobium Inorganic materials 0.000 claims description 3
239000010955 niobium Substances 0.000 claims description 3
229910052726 zirconium Inorganic materials 0.000 claims description 3
229910052782 aluminium Inorganic materials 0.000 claims description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
229910052751 metal Inorganic materials 0.000 claims description 2
239000002184 metal Substances 0.000 claims description 2
GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims description 2
229910052720 vanadium Inorganic materials 0.000 claims description 2
102000010410 Nogo Proteins Human genes 0.000 claims 1
108010077641 Nogo Proteins Proteins 0.000 claims 1
238000002955 isolation Methods 0.000 claims 1
150000002735 metacrylic acids Chemical class 0.000 claims 1
229910052715 tantalum Inorganic materials 0.000 claims 1
GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims 1
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims 1
238000006243 chemical reaction Methods 0.000 abstract description 12
150000001299 aldehydes Chemical class 0.000 abstract description 9
STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 abstract description 6
239000007789 gas Substances 0.000 abstract description 4
JXOOCQBAIRXOGG-UHFFFAOYSA-N [B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[Al] Chemical compound [B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[B].[Al] JXOOCQBAIRXOGG-UHFFFAOYSA-N 0.000 abstract description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 2
PMHQVHHXPFUNSP-UHFFFAOYSA-M copper(1+);methylsulfanylmethane;bromide Chemical compound Br[Cu].CSC PMHQVHHXPFUNSP-UHFFFAOYSA-M 0.000 abstract description 2
239000001301 oxygen Substances 0.000 abstract description 2
229910052760 oxygen Inorganic materials 0.000 abstract description 2
CAVCGVPGBKGDTG-UHFFFAOYSA-N alumanylidynemethyl(alumanylidynemethylalumanylidenemethylidene)alumane Chemical compound [Al]#C[Al]=C=[Al]C#[Al] CAVCGVPGBKGDTG-UHFFFAOYSA-N 0.000 abstract 1
150000001247 metal acetylides Chemical class 0.000 abstract 1
230000000737 periodic effect Effects 0.000 abstract 1
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 36
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
239000000047 product Substances 0.000 description 7
FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 4
239000000203 mixture Substances 0.000 description 4
-1 methylacrylate aldehyde Chemical class 0.000 description 3
230000001590 oxidative effect Effects 0.000 description 3
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
239000012535 impurity Substances 0.000 description 2
238000000746 purification Methods 0.000 description 2
NRTOMJZYCJJWKI-UHFFFAOYSA-N Titanium nitride Chemical compound [Ti]#N NRTOMJZYCJJWKI-UHFFFAOYSA-N 0.000 description 1
BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 1
101150046681 atp5if1 gene Proteins 0.000 description 1
XTDAIYZKROTZLD-UHFFFAOYSA-N boranylidynetantalum Chemical compound [Ta]#B XTDAIYZKROTZLD-UHFFFAOYSA-N 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
230000007423 decrease Effects 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000002815 homogeneous catalyst Substances 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
238000009434 installation Methods 0.000 description 1
238000002156 mixing Methods 0.000 description 1
AIYYMMQIMJOTBM-UHFFFAOYSA-L nickel(ii) acetate Chemical class [Ni+2].CC([O-])=O.CC([O-])=O AIYYMMQIMJOTBM-UHFFFAOYSA-L 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
MTPVUVINMAGMJL-UHFFFAOYSA-N trimethyl(1,1,2,2,2-pentafluoroethyl)silane Chemical compound C[Si](C)(C)C(F)(F)C(F)(F)F MTPVUVINMAGMJL-UHFFFAOYSA-N 0.000 description 1
GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
229910001935 vanadium oxide Inorganic materials 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
- C07C51/252—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring of propene, butenes, acrolein or methacrolein

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Polymerisation Methods In General (AREA)
Catalysts (AREA)

SU762325546A 1976-02-20 1976-02-20 Способ получени метакриловой кислоты SU1310384A1 (ru)

Priority Applications (5)

Application Number	Priority Date	Filing Date	Title
SU762325546A SU1310384A1 (ru)	1976-02-20	1976-02-20	Способ получени метакриловой кислоты
DE2706583A DE2706583C3 (de)	1976-02-20	1977-02-16	Verfahren zur Herstellung von Methacrylsäure
US05/769,117 US4127603A (en)	1976-02-20	1977-02-16	Method of preparing methacrylic acid
JP1858477A JPS52116411A (en)	1976-02-20	1977-02-21	Method of manufacturing methacrylic acid
FR7704931A FR2341552A1 (fr)	1976-02-20	1977-02-21	Procede de preparation d'acide methacrylique

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
SU762325546A SU1310384A1 (ru)	1976-02-20	1976-02-20	Способ получени метакриловой кислоты

Publications (1)

Publication Number	Publication Date
SU1310384A1 true SU1310384A1 (ru)	1987-05-15

Family

ID=20649252

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SU762325546A SU1310384A1 (ru)	1976-02-20	1976-02-20	Способ получени метакриловой кислоты

Country Status (5)

Country	Link
US (1)	US4127603A (2)
JP (1)	JPS52116411A (2)
DE (1)	DE2706583C3 (2)
FR (1)	FR2341552A1 (2)
SU (1)	SU1310384A1 (2)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4234519A (en) *	1979-01-26	1980-11-18	Halcon Research And Development Corp.	Recovery of methacrolein
JPS56140815U (2) *	1980-03-24	1981-10-24
JPS5741715A (en) *	1980-08-23	1982-03-09	Fuji Electric Co Ltd	Temperature control system of goods storing equipment
JPS5784014U (2) *	1980-11-06	1982-05-24
JPS57203234U (2) *	1981-06-23	1982-12-24
ATE49588T1 (de) *	1984-10-10	1990-02-15	Amoco Corp	Verfahren zur reinigung von methacrylsaeure.
JPS63196917A (ja) *	1987-02-10	1988-08-15	Mitsubishi Heavy Ind Ltd	室温コントロ−ラ
US5322960A (en) *	1993-04-15	1994-06-21	Nippon Shokubai Co., Ltd.	Method for inhibiting polymerization of (meth) acrylic acid and esters thereof
TW294658B (2) *	1994-06-02	1997-01-01	Nippon Catalytic Chem Ind
US5728872A (en) *	1994-06-27	1998-03-17	Lutz Riemenschneider	Stabilized acrylic acid compositions
CZ290225B6 (cs) *	1996-05-27	2002-06-12	Mitsubishi Chemical Corporation	Způsob inhibice polymerace kyseliny (meth)akrylové a jejich esterů
CN1210237C (zh) *	1998-03-03	2005-07-13	日本瑞翁公司	聚合防止性组合物,聚合防止剂和防止聚合的方法
KR100417098B1 (ko)	1998-07-27	2004-02-05	니폰 쇼쿠바이 컴파니 리미티드	비닐 화합물의 중합 억제 방법
JP4687843B2 (ja) *	2000-12-12	2011-05-25	三菱瓦斯化学株式会社	メタクリル酸の精製方法
WO2005118518A1 (ja) *	2004-06-02	2005-12-15	Mitsubishi Rayon Co., Ltd.	α，β－不飽和カルボン酸の製造方法
US7732367B2 (en)	2005-07-25	2010-06-08	Saudi Basic Industries Corporation	Catalyst for methacrolein oxidation and method for making and using same
US7649112B2 (en)	2005-07-25	2010-01-19	Saudi Basic Industries Corporation	Integrated plant for producing 2-ethyl-hexanol and methacrylic acid and a method based thereon
US7649111B2 (en)	2005-07-25	2010-01-19	Saudi Basic Industries Corporation	Catalyst for the oxidation of a mixed aldehyde feedstock to methacrylic acid and methods for making and using same
US7851397B2 (en)	2005-07-25	2010-12-14	Saudi Basic Industries Corporation	Catalyst for methacrolein oxidation and method for making and using same
ES2659921T3 (es) *	2007-05-25	2018-03-20	Evonik Röhm Gmbh	Uso de composiciones de alimentación en la preparación de ácido metacrílico mediante oxidación
US8921257B2 (en)	2011-12-02	2014-12-30	Saudi Basic Industries Corporation	Dual function partial oxidation catalyst for propane to acrylic acid conversion
US8722940B2 (en)	2012-03-01	2014-05-13	Saudi Basic Industries Corporation	High molybdenum mixed metal oxide catalysts for the production of unsaturated aldehydes from olefins
WO2020241720A1 (ja) *	2019-05-31	2020-12-03	株式会社片山化学工業研究所	メタクリル酸エステルの製造方法、及びメタクリル酸の重合抑制方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE625848A (2) *
GB1088099A (en) *	1963-10-31	1967-10-18	Mitsubishi Petrochemical Co	Catalytic oxidation of unsaturated aldehydes

1976
- 1976-02-20 SU SU762325546A patent/SU1310384A1/ru active
1977
- 1977-02-16 US US05/769,117 patent/US4127603A/en not_active Expired - Lifetime
- 1977-02-16 DE DE2706583A patent/DE2706583C3/de not_active Expired
- 1977-02-21 JP JP1858477A patent/JPS52116411A/ja active Granted
- 1977-02-21 FR FR7704931A patent/FR2341552A1/fr active Granted

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Патент Англии № 1282934, кл. С 2 С, 1972. Church J. метакриловой кислоты. - Ind. Eng. Chem, 1950, 42, с. 768. Brill W. Каталитическое окисление метилакролеина в жидкой фазе. - J. Org. Chem, 1961, 26, с. 565. *

Also Published As

Publication number	Publication date
JPS543853B2 (2)	1979-02-27
FR2341552B1 (2)	1980-02-15
DE2706583B2 (de)	1979-11-15
FR2341552A1 (fr)	1977-09-16
US4127603A (en)	1978-11-28
JPS52116411A (en)	1977-09-29
DE2706583C3 (de)	1980-07-24
DE2706583A1 (de)	1977-08-25

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US4127603A (en)	1978-11-28	Method of preparing methacrylic acid
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US2316543A (en)	1943-04-13	Catalytic oxidation
US4008260A (en)	1977-02-15	Process for preparing cobalt(III)acetylacetonate
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TW200404756A (en)	2004-04-01	Oxidation process
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US4529550A (en)	1985-07-16	Hydrolysis of anhydride in the production of C5 -C9 saturated aliphatic monocarboxylic acids
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